Stadium: Court 3 Round: 62 Ground: Hardcourt outdoor
| ITF M15 Arad | 2023/09/25 07:00 | Filip Gabriel Bara v Tilen Kovac | 6-4,5-7,10-4 |
| ITF M25 Maribor | 2023/09/04 09:35 | Gregor Ramskogler v Tilen Kovac | 6-4,6-4 |
| ITF M25 Maribor Qual | 2023/09/03 08:00 | Marsel Znuderl v Tilen Kovac | 3-6,1-6 |
| ITF M15 Vienna | 2023/08/28 08:00 | Kyle Overmyer v Tilen Kovac | 6-7,6-2,10-5 |
| ITF M15 Kottingbrunn | 2023/08/13 08:00 | Matej Galik v Tilen Kovac | 5-7,6-1,10-7 |
| ITF M25 Osijek | 2023/08/07 13:05 | Gal Emersic Potocnik v Tilen Kovac | 6-1,6-4 |
| ITF M25 Osijek | 2023/08/06 10:00 | Luka Veselic v Tilen Kovac | 1-6,3-6 |
| ITF M15 Novi Sad | 2023/07/23 13:00 | Tilen Kovac v Samuel Puskar | 0-6,2-6 |
| ITF M15 Heraklion | 2023/10/19 11:20 | Stuart Parker v Kenneth Raisma | 6-3,6-3 |
| ITF M15 Heraklion | 2023/10/18 08:00 | Kenneth Raisma v Nikolaos Chatziavraam | 7-5,6-3 |
| ITF M15 Heraklion | 2023/10/17 06:30 | Kenneth Raisma v Michalis Sakellaridis | 6-2,6-2 |
| ITF M15 Heraklion | 2023/10/16 07:00 | Kenneth Raisma v Adrian Bodmer | 6-3,1-6,10-8 |
| Davis Cup | 2023/02/04 22:20 | Blaise Bicknell v Kenneth Raisma | 4-6,6-4,6-0 |
| ITF M15 Parnu | 2022/10/27 10:45 | Khumoyun Sultanov v Kenneth Raisma | 6-3,7-6 |
| ITF M15 Parnu | 2022/10/26 12:05 | Kenneth Raisma v Grigoriy Lomakin | 6-1,7-6 |
| ITF M15 Doha | 2021/12/15 15:10 | Kenneth Raisma v Ray Ho | 7-6,2-6,4-6 |